Bridgeport Vacation Rentals

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Browse Select Bridgeport Vacation Homes

Our top choices for Bridgeport vacation homes

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown

Cozy Home Near New Haven

10.0 out of 10, Exceptional, (1)
"So comfy for the dog and I for a night. Just what we needed!"
The price is CA $166
CA $218 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Home Near New Haven

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (1)
"The check in process was very easy. The home was airy and bright. My family and I felt the peace and relaxation of the home. The kitchen was large and clean."
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
"We stayed with family at this lovely home for my son’s graduation and Mother’s Day. The home is even nicer than the pictures- everything is top notch. It’s one block from a nice beach with lovely views from many of the rooms. We would love to come back and stay! "
Stareway to Heaven Su

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (123)
"We had a magical stay in this truly enchanting home the beds were comfortable. The kitchen well equipt for entertaining a large crowd. The fire place and piano were the backdrop for many intimate moments. The gardens were beautiful with azaleas and many perennials. The location directly across from the beach allowed for many walks and playtime together and the waves sung us to sleep at night. We would love to make a new family tradition for visiting here again and again."
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Bungalow, walk to beach, private backyard

10.0 out of 10, Exceptional, (3)
"The property was perfect for all of us. It was in a quiet neighborhood and great location."
Beach Bungalow, walk to beach, private backyard

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.8 out of 10, Exceptional, (6)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield

Business or Weekend escape

9.2 out of 10, Wonderful, (45)
"Very nice owner with great communication. "
The price is CA $118
CA $203 total
includes taxes & fees
Sep 14 - Sep 15
Business or Weekend escape

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is CA $242
CA $493 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (66)
"We very much enjoyed our stay and were pleasantly surprised by how great the views were from practically every room in the house. Check-in was very simple and there were many nice touches awaiting us at the property. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (33)
"House was very clean and maintained. We needed to check in a day later and the host was very accommodating. Overall a great place to stay! "
Cheerful 4 bedrooms residential house.

Family Gem on Dyer Street

The price is CA $580
CA $1,278 total
includes taxes & fees
Aug 26 - Aug 27
Family Gem on Dyer Street

Cozy 3 bedroom minutes from Yale and the beach

8.0 out of 10, Very good, (4)
"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"
Cozy 3 bedroom minutes from Yale and the beach

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (3)
"Check in was super simple and easy. Kitchen area was so clean and neat. Overall stay was a wonderful experience. "
Soothing Carriage House with Hot Tub in charming Stratford

Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.8 out of 10, Exceptional, (10)
"Very nice place close to the beach and nice restaurant. The host was very nice and did a very good banana cake."
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

3-bedroom house just walking distance from Yale and Downtown

The price is CA $311
CA $582 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom house just walking distance from Yale and Downtown

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (28)
"This property was perfect for our needs! Checking in and out was simple and easy. The house is spacious and backyard is gorgeous! "
Lakeside luxury: beautiful, relaxing 4 bedroom home

McAngel Haven: 5 mins from Yale

9.4 out of 10, Exceptional, (13)
"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "
The price is CA $317
CA $724 total
includes taxes & fees
Aug 24 - Aug 25
McAngel Haven: 5 mins from Yale

Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

10.0 out of 10, Exceptional, (1)
"Excellent, high end, clean family home that deliveries a comfortable stay. A wonderful new build house, quite street, excellent communication from the owner and quality furnishings and fittings throughout the property. My daughters loved the playroom, their bedrooms and the trampoline! "
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bridgeport Hotel Reviews